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Hapepunine

CAS# 68422-01-5

Hapepunine

2D Structure

Catalog No. BCN0957----Order now to get a substantial discount!

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Hapepunine

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Chemical Properties of Hapepunine

Cas No. 68422-01-5 SDF Download SDF
PubChem ID 156601167 Appearance Powder
Formula C28H47NO2 M.Wt 429.7
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,10S,13R,16R)-17-[1-[(2R,5R)-1,5-dimethylpiperidin-2-yl]ethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol
SMILES CC1CCC(N(C1)C)C(C)C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)O)C)C)O
Standard InChIKey QFHXSIDXKCKLAC-ALNGSFBASA-N
Standard InChI InChI=1S/C28H47NO2/c1-17-6-9-24(29(5)16-17)18(2)26-25(31)15-23-21-8-7-19-14-20(30)10-12-27(19,3)22(21)11-13-28(23,26)4/h7,17-18,20-26,30-31H,6,8-16H2,1-5H3/t17-,18?,20-,21?,22?,23?,24-,25-,26?,27-,28-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Hapepunine Dilution Calculator

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Hapepunine Molarity Calculator

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Preparing Stock Solutions of Hapepunine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3272 mL 11.636 mL 23.2721 mL 46.5441 mL 58.1801 mL
5 mM 0.4654 mL 2.3272 mL 4.6544 mL 9.3088 mL 11.636 mL
10 mM 0.2327 mL 1.1636 mL 2.3272 mL 4.6544 mL 5.818 mL
50 mM 0.0465 mL 0.2327 mL 0.4654 mL 0.9309 mL 1.1636 mL
100 mM 0.0233 mL 0.1164 mL 0.2327 mL 0.4654 mL 0.5818 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Hapepunine

Steroidal alkaloids from the bulbs of Fritillaria pallidiflora Schrenk and their anti-inflammatory activity.[Pubmed:33812268]

Bioorg Chem. 2021 Jul;112:104845.

Steroidal alkaloids (1-11), including one new 24-hydroxylated cevanine-type steroidal alkaloid, named yibeinone F (1), were isolated from the bulbs of Fritillaria pallidiflora Schrenk. Their structures were elucidated by analyses of extensive spectroscopic data and comparison of the NMR data with those reported previously, and the structures of compounds 1, 7 and 11 were further confirmed by X-ray single crystal diffraction analyses. The anti-inflammatory effects of all the isolated alkaloids were evaluated in LPS-activated RAW264.7 macrophages. Among them, compounds 9 (stenanzine) and 10 (Hapepunine) showed significant inhibitory effects against LPS-induced NO production with IC50 values of 8.04 muM and 20.85 muM, respectively. Furthermore, compound 9 effectively inhibited the release of cytokines such as interleukin-6 (IL-6), tumor necrosis factor-alpha (TNF-alpha), and prostaglandin E2 (PGE2), and suppressed the protein expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX2) in LPS-stimulated RAW264.7 cells. Further experiments revealed the underlying mechanism that 9 blocked LPS-induced phosphorylation and degradation of inhibitor-alpha of nuclear transcription factor kappaB (IkappaBalpha) and c-Jun N-terminal kinase (JNK) in RAW264.7 cells. Taken together, compound 9 may be a valuable candidate for the treatment of inflammatory diseases.

Steroidal alkaloids of Fritillaria maximowiczii.[Pubmed:7576459]

Phytochemistry. 1995 Oct;40(3):979-81.

From the bulbs of Fritillaria maximowiczii, in addition to the known jerveratrin alkaloid, kuroyurinidine, three new steroidal alkaloids, 23-isokuroyurinidine, 15,16-seco-22 alpha H, 25 beta H-solanida-5,14-dien-3 beta-ol O-beta-D-glucopyranosyl-(1-->4)-beta-D-xylopyranoside and Hapepunine 3-O-beta-cellobioside have been isolated and structurally elucidated.

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